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This dissertation, "Design, Synthesis and Characterization of Ruthenium(II) and Rhenium(I) Complexes With Functionalized Ligands for Photo-and Electrochemi- Luminescence, Solvatochromism, Molecular Recognition and HPLC Separation Studies" by Meijin, Li, 李梅金, was obtained from The University of Hong Kong (Pokfulam, Hong Kong) and is being sold pursuant to Creative Commons: Attribution 3.0 Hong Kong License. The content of this dissertation has not been altered in any way. We have altered the formatting in order to facilitate the ease of printing and reading of the dissertation. All rights not granted by the above license are retained by the author. Abstract: Abstract of thesis entitled DESIGN, SYNTHESIS AND CHARACTERIZATION OF RUTHENIUM(II) AND RHENIUM(I) COMPLEXES WITH FUNCTIONALIZED LIGANDS FOR PHOTO- AND ELECTROCHEMI- LUMINESCENCE, SOLVATOCHROMISM, MOLECULAR RECOGNITION AND HPLC SEPARATION STUDIES Submitted by LI MEIJIN for the degree of Doctor of Philosophy at The University of Hong Kong in July 2006 A series of ruthenium(II) and rhenium(I) diimine complexes containing thia-, selena- and aza-crowns derived from 1,10-phenanthroline, [Ru(bpy) (phen-3S)](ClO ) 2 4 2 (phen-3S = 1,13-dioxa-4,7,10-trithiacyclopentadecano[2,3-f][1,10]phenanthroline), [Ru(bpy) (phen-2S)](ClO ) (phen-2S = 1,7,10,16-tetraoxa-4,13-dithiacyclohexa- 2 4 2 dodecano[2,3-f][1,10]phenanthroline), [Ru(bpy) (phen-S)](ClO ) (phen-S = 1,4,10,13- 2 4 2 tetraoxa-7-thiacyclopentadecano[2,3-f][1,10]phenanthroline), [Ru(bpy) (phen-Se)](ClO ) 2 4 2 (phen-Se = 1,4,10,13-tetraoxa-7-selenacyclopentadecano[2,3-f][1,10]phenanthroline), [Ru(bpy) (phen-OEt](ClO ) (phen-OEt = 5,6-diethoxy-[1,10]phenanthroline), 2 4 2 [Ru(bpy) (phen-2NH)](ClO ) (phen-2NH = 1,13-diaxa-4,7,10-trioxacyclopenta- 2 4 2 decano[2,3-f][1,10]phenanthroline), [Re(CO) (py)(phen-3S)]PF, [Re(CO) (py)(phen-S)]OTf 3 6 3 and [Re(CO) (py)(phen-Se)]OTf have been synthesized and characterized, and their photophysics, electrogenerated chemiluminescence (ECL) and electrochemistry were studied. Their interaction with metal ions was investigated by UV-vis, luminescence, NMR spectroscopy and ECL. [Ru(bpy) (phen-3S)](ClO ) and [Re(CO) (py)(phen-3S)]
Since 2000, when the Nobel Prize in Chemistry as awarded for conductive polymer research few studies have been performed concerning the conductive capabilities of discrete organometallic compounds. For this project, organometallic compounds were formed specifically with a transition metal included in the structure. Through oxidation and reduction reactions, the variation in the electrical conductivity could allow for an analysis of whether this unique structure would allow for tunability. The goal of this research was to begin with aromatic substituted fulvenes and perform various multistep synthesis processes, utilizing thallium salt intermediates, to produce several disubstituted cyclopentadienyl rhenium complexes. In this project, different rhenium complexes were synthesized accurately and with high yield utilizing methods that were straightforward and generated replicable results. Through melting range analysis, IR spectroscopy, 13C NMR, and 1H -NMR, the identity and purity of these compounds were confirmed.